Benzyl Bromide → HCID 67685633, compound

Participants

Reaction Steps

2 g (5 mmol) of 4-[(Z)-2-(3-(1-adamantyl)-4-methoxyphenyl)propenyl]benzoic acid obtained in Example 23(c) in 900 ml of THF are irradiated under UV by means of a HANOVIA mercury lamp (550 W) for 10 h at room temperature, to give a 1/1 mixture of E and Z isomers. After evaporation of the THF, this mixture is treated with 190 mg (6 mmol) of 80% NaH in oil and 0.83 ml (7 mmol) of benzyl bromide. After the same treatment as in Example 1(a), followed by a recrystallization from hexane, 0.54 g of benzyl 4-[(E)-2-(3-(1-adamantyl)-4-methoxyphenyl)propenyl]benzoate is isolated which melts at 230°-240° C.

Provenance & Evidence